123 Glenayr Road

The Rosedale Grand Estate In the prestigious Bridle Path Sunnybrook York Mills neighbourhood, The Rosedale Grand Estate stands as a testament to timeless grandeur and modern sophistication. Positioned on a southwest-facing ravine lot 106.6x306, the residence offers panoramic views of the Rosedale Golf Club and a rare conservation backdrop. A full walk-out design extends to expansive terraces and a resort-inspired pool, creating a seamless connection between elegant interiors and the natural outdoors. With approximately 13,280 square feet of living space across three levels, the estate embodies both scale and refinement. Soaring ceilings, rich hardwood floors, and walls of glass bring light and openness throughout. Complementing the home's exceptional quality and meticulous upkeep is a brand-new roof, providing both peace of mind and lasting value. The principal suite serves as a private retreat with a spa-like ensuite, elegant dressing room, and three walk-in closets. At the homes center, a custom chefs kitchen with walk-in pantry flows into the grand family room, while the sweeping central hall and curved staircase overlook the ravine, offering an architectural statement of distinction. The full walk-out lower level transforms into an entertainers haven, complete with a home theatre, bar, gym, sauna, and nanny's suite. An elevator services all three levels, ensuring accessibility and ease. Beyond the residence, the lifestyle is unmatched. Families benefit from proximity to some of Canadas most celebrated private and public schools. Just minutes away, downtown Toronto awaits with its world-class dining, cultural attractions, theatres, and luxury shopping. With 6+1 bedrooms and 8 bathrooms, The Rosedale Grand Estate is more than a home it is a statement of legacy, offering privacy, prestige, and connection to the best of Toronto living. An extraordinary residence where conservation beauty, refined luxury, and city sophistication meet. A world of magnificence awaits!

Architecturally Significant - Builder's Own On Lush One Acre Ravine Lot. Timeless Transitional Architecture. A Rare Custom Estate In The Highly-Coveted Neighbourhood Of Banbury-Bridle Path. Pool, Tennis Court & Overlooks Lush Ravine. Exceptional Luxury Appointments & Interior Amenities. Surrounded By Mature Trees, Natural Beauty, & Exclusive Privacy W/ Over 13,060 SF Of Luxurious Living Space And Resort-Like Rear Garden. Timeless Stucco & Brick Exterior Combined W/Frank Lloyd-Wright Style Cedar Overhangs Plus Copper Flashings & Eaves Throughout. A Long Snow Melting Private Drive & 4-Car Garage. Soaring Ceilings, Refined Millwork, Top-Tier Appliances, Custom Lighting, Control 4 Automation, Rich Hardwood, Abundant Natural Light, & Luxury Finishes Throughout. A Gourmet Kitchen Equipped W/ Premium Appliances, Centre Island, Large Breakfast Area W/ Walkout To Covered BBQ Balcony, Spacious Family Room All Overlooking The Serene Wooded Setting. Charming Wood-Paneled Library W/ Box Ceiling & Concealed Wet Bar. The Primary Retreat Features A Generous W/I Dressing Room & A Spa-Like 7-Piece Ensuite, Plus Sun-Drenched Sitting Room & Extraordinary Box Bay Window Overlooking The Rear Garden. Five Other Generously Sized Bedrooms Complete The Upper Level. The Lower Level Features A Sprawling Rec Room, Temperature Controlled Wine Room W/ Custom Storage For 800+ Bottles, Expansive Billiards Room, State-Of-The-Art Gym W/ Ensuite Sauna & Change Rooms, & Private Nanny Suite. A Grade-Level Walkout From The L/L To The Rear Garden Oasis Gives Access To A Spacious Covered Terrace, In-ground Heated Pool Plus Cabana, Majestic Lawns, Multiple Entertaining Areas, Lighted Sports Court Fit For Basketball And Tennis Plus Pickleball, & Outdoor BBQ Area. Located Minutes From Top Public & Private Schools, Top-Rated Golf Courses, Easy Access To The 401 & 404. This Is Truly a Rare Offering Combining Luxury, Comfort, & Convenience In One Of Toronto's Most Prestigious Enclaves!

Nestled in one of Toronto's most coveted neighbourhoods, 170 Roxborough Drive stands as a testament to timeless elegance and architectural brilliance. This landmark heritage house in North Rosedale offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming. With its impressive stone walls and meticulously designed interiors by Robert Noakes, this home is a true gem in the heart of the city, offering the utmost privacy and exclusivity. Located just moments away from Chorley Park and the vibrant Summerhill Market this home enjoys the perfect balance of quiet residential living. The expansive property boasts 120 feet of frontage, surrounded by mature trees and landscaping, ensuring complete privacy while remaining close to the pulse of the city. The substantial stonework of this landmark house reflects the craftsmanship and care that has gone into preserving its historic charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. With 5 generously sized bedrooms, each complemented with its own ensuite bathroom ensuring privacy, the primary bedroom is a sanctuary with 2 full bathrooms. The third level living room is a private retreat flanked by two bedrooms. Step outside into the beautifully landscaped garden where a stunning in-ground pool takes centre stage. Surrounded by flagstone terraces and greenery this outdoor oasis with a built-in BBQ, is a peaceful and luxurious retreat. The focal point of the lower level is the temperature controlled wine cellar along with a media room, billiard room, and recreation room. A direct entrance from the two car garage and a walk out to the pool storage area and garden from this level are an added benefit.

A Truly Extraordinary Gated Custom Estate Situated On A Quiet Crescent In One Of York Mills' Most Prestigious Enclaves. Spanning Nearly 9,000 Sqft. Of Impeccably Designed Living Space. This Architectural Masterpiece Showcases Exceptional Craftsmanship, Timeless Elegance & Unparalleled Attention To Detail. A Dramatic Grand Foyer Crowned By A Spectacular Dome Skylight Creates An Unforgettable First Impression. Wide-Plank Oak Flooring, Imported Italian Slabs, Soaring 12' Ceilings On The Main Level, Floor-To-Ceiling Windows & Extensive Custom Wood Paneling Throughout Almost The Entire Residence, Elevate The Home's Warmth, Sophistication & Architectural Presence. Designed For Luxurious Everyday Living & Grand-Scale Entertaining, Expansive Principal Rooms, A Beautifully Appointed Office, Elegant Living & Dining Areas & Stunning Family Rm Filled W/Gas Fireplaces, B/I Speakers & Flooded W/Natural Light. The Designer Chef's Kitchen Is A Showpiece, Complemented By Exquisite Book-Matched Marble Slabs Extending Across The Countertops, Backsplash & Oversized Centre Island & Featuring A Premium B/I Appliances, Integrated Cabinetry, Dual Sinks & Servery/Pantry, The Upper Level Hosts 5 Exceptional Bedroom Suites, Each Complete W/A Private Ensuite Bath Featuring Heated Floors & Spacious W/I Closets. The Luxurious Primary Retreat Offers A Private Sitting Area, Spa-Inspired Ensuite & Large Walk-Out Terrace Overlooking The Resort-Style Grounds.The Professionally Finished Lwr.Lvl. Boasts Soaring Ceilings & Heated Floors Throughout, Featuring An Expansive Recreation Lounge W/ Built-Ins & Gas Fireplace, Home Theater, Gym, Games Rm, Wet Bar & A Private Guest Or Nanny Suite. The Resort-Inspired Backyard Is A Private Sanctuary Featuring A Stunning Pool W/B/I Cover, Integrated Spa & Waterfall Feature, Dedicated Pool Change Room & Full Bath, Extensive Professional Landscaping & Covered Outdoor Living Pavilion Complete W/B-I Outdoor Kitchen For Seamless Indoor-Outdoor Entertaining.

Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance To Bridle Path Trail. 11,230 Sqft. Luxurious Living Space, Includes A Finished & Walkout Basement. Clad in I-N-D-I-A-N-A- -L-I-M-E-S-T-O-N-E Front Elevation Wrapped W/An Architectural Brick Accents, Enhanced by Lush Landscaping, A Heated Driveway, Pathway & Dramatic Exterior Lighting. Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed Moldings, Heated Floors & Custom Wood Accent Walls. Floor-to-Ceiling Tilt & Turn R-E-Y-N-A-E-R-S Aluminum Windows & Sliding Doors, Flood The Home W/Natural Light. The Grand Foyer Features Imported Italian Slabs, a Striking Staircase & An Oversized Skylight, Setting a Refined & Elegant Tone. Expansive Principal Rooms Highlighted C-H-E-V-R-O-N Hardwood Floor, Gas Fireplaces & Book-Matched Italian Slab Feature Walls.The Chef-s Kitchen Offers Dual Islands, B/I Miele Appliances, a Butlers Pantry W/Servery Access to the Formal Dining Room & Custom Cabinetry. The Breakfast Area & Oversized Family Rm. Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool. A 4-Stop E-L-E-V-A-T-O-R Services All 3 Levels, Plus an Additional Private Lift W/Direct Garage Access Fully Accessibility-Friendly. The Primary Retreat Boasts Coffered Ceilings, a Wet Bar, Fireplace, Boutique-Style Hers Dressing Boudoir, His Closet, And a Lavish 7 Pcs Ensuite Designed to Impress. The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a Large Gym W/Dry Sauna & Full Bath, a Home Theatre, Additional Washer/Dryer & Direct Access From the Garage Completed W/A Dog Wash Station & Elevator Access & Two Nanny & Guest Rooms.

Nearly 2 Private Acres In The Heart Of North York, This Once-In-A-Generation Estate Offers Extraordinary Privacy, Breathtaking Four-Season Forest Views & True Resort-Style Living Within The City. One Of The Largest Residential Properties In The Area. Originally Designed By Acclaimed Architect Richard Wengle & Offers Over 12,000 Sq. Ft. Of Refined Living Space, Thoughtfully Updated For Modern Comfort. Set Well Back From The Street, The French Neoclassical Facade, Tree-Lined Private Drive & Elegant Circular Courtyard Create A Grand Arrival. The Backyard Is A Private Retreat Unlike Any Other. A Spectacular Setting Surrounded By Mature Trees & Panoramic Views. A Dramatic Second-Floor Skybox Lounge W/ Floor-To-Ceiling Windows Captures Unobstructed Vistas Across The Grounds & Private Forest. Outdoor Amenities Rival Luxury Resorts: An NHL-Caliber Skating Rink In Winter That Converts To A Sport & Pickleball Court, A Saltwater Pool W/ Deck Jets, Jacuzzi, Cabanas, Fire Pit, Grilling Station & Multiple Entertaining Terraces. Inside, Expansive Principal Rooms Showcase Exceptional Craftsmanship & Transitional Design, All Serviced By An Elevator. A Stunning Rotunda Foyer W/ Stained-Glass Dome, Marble Floors & Grand Circular Staircase Sets The Tone. Custom Coffered Ceilings, Statement Fireplace Mantels & Arched Glass Doors Evoke Timeless French Provincial Elegance. The Chef's Kitchen Features Bespoke Cabinetry, Premium Wolf, Bosch & Sub-Zero Appliances & Walk-Out Access To The Terrace. The Primary Suite Includes A Gas Fireplace, Custom W/I Closet & Spa-Inspired Ensuite W/ Steam Shower & Freestanding Tub. Generous Secondary Bedrooms Offer Walk-In Closets & Ensuite Or Semi-Ensuite Baths. The L/L Is Designed For Recreation & Extended Living W/ An Entertainment Lounge, Fitness Centre, Cinema-Quality Theatre, Secondary Kitchen & 3 Additional Bedrooms. Located In Prestigious Armour Heights, Minutes To HWY 401, Upper Avenue Village, Earl Bales Park & Don Valley Golf Course.